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Artwork for Insurance Town

Insurance Town

Heath Shearon
Insurance
Insurance Industry
Networking
Insurance Technology
Smart Choice
Hard Market
Canopy Connect
Customer Experience
Technology In Insurance
Agency Operations
Entrepreneurship
Artificial Intelligence
Leadership
Independent Insurance Agents
Marketing Strategies
Personal Development
Mental Health
Small Business
Marketing
Servant Leadership

Welcome to Insurance Town! Your host is the Mayor of Insurance Town, Heath Shearon. After many years in different parts of the insurance world, Heath wants to share his experience with you. Join in on conversations with Heath and many of the friends he's made along the way. Insurance Town is a production of Insurance Town LLC! Find more info at http/://www.Insurancetownpodcast.com Music: "Mornin, ... more

PublishesWeeklyEpisodes329Founded6 years ago
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Artwork for Insurance Town

Latest Episodes

In this episode of Insurance Town, I get to interview my good friend Casey Armstrong of Canopy Connect. We dive into the innovative ways Canopy Connect is revolutionizing data collection for insurance agencies. Casey shares insights on how their plat... more

In this week’s episode of Insurance Town, I had the privilege of interviewing my friend Ema Roloff of Roloff Consulting. Ema and I dive deep into what it really means to lead in today’s digital world, especially in an industry built on relationships,... more

In this episode, Jay Wolfberg shares his remarkable journey from a small Connecticut town to leading a $32 million agency in Florida, and discusses his insights on scaling, client relationships, and franchise models in the insurance industry. Whether... more

In this episode, Tyler Brown shares a grounded and practical look at what actually drives success in insurance sales. Drawing from his upbringing and career journey, Tyler explains why authentic listening is still the most underrated skill in the bus... more

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Recent Guests

Casey Armstrong
Casey Armstrong, Canopy Connect
Canopy Connect
Episode: How Is AI Transforming Insurance with Data Accuracy and Efficiency
Emma Roloff
Founder at Roloff Consulting (with spouse James Roloff)
Roloff Consulting
Episode: How can I use Content to Build Relationships and Grow my book?
Jay Wolfberg
Franchise owner and President at WeInsure Group
WeInsure Group
Episode: How Does Hyper-Responsiveness Set Top Insurance Agencies Apart?
Tyler Brown
Insurance professional and speaker on sales tactics
Nova Intel / KW
Episode: Am I Listening Enough to Close More Deals?
Kevin Deutsch
Chief Growth Officer at SofyOn
SofyOn
Episode: How can you capitalize on this shift to personalized Health Insurance?
Chelsea Bell Carpenter
Speaker and consultant focusing on burnout resilience and organizational well-being
Chelsea Bell Carpenter Coaching
Episode: How do I know if I am burned out or just stressed out?
Jason Peacock
Independent insurance agent with three decades in the business
Independent agent / author of Finders Keepers
Episode: What Are the Secrets to Long-Term Success in Insurance?
Monica Adwani
Latino market consultant and agency expert
No Rise Consulting / Sabato / Breezy Seguros
Episode: Are You Truly Connecting with Your Clients or Just Talking at Them?
Lamar Garrett
CEO/Founder of Redbird Security
Redbird Security
Episode: Are You Ready to Enhance Your Agency's Cybersecurity and Tech Efficiency?

Hosts

Heath Shearon
Mayor of Insurance Town; Host of Insurance Town; long-time industry practitioner with focus on leadership, insurance services, and community-building.
Casey
Co-host or guest speaker in multiple episodes; contributes to conversations around industry topics and personal development.

Reviews

4.8 out of 5 stars from 57 ratings
  • Informative and Inspiring

    Heath does a great job of bringing insights from his guest. What he means to the insurance industry is amazing!!!!!

    Apple Podcasts
    5
    MickUnplugged
    United States9 months ago
  • Good Show

    I really enjoy listening to this show. I learn a lot, the mayor is good, the guest are informative, keep rocking along

    Apple Podcasts
    5
    PJ Carisimo
    United States2 years ago
  • Great podcasts

    Great Experienced discussion of business!!

    Sometimes I am stuck with some important making the right decision on time. But this channel's discussion made it easy.

    Apple Podcasts
    5
    Ryan Morry
    United States3 years ago
  • Awesome

    Really great listen and a show like this was really needed. Love it

    Apple Podcasts
    5
    jordan WT
    United States3 years ago
  • Love it!

    This is a great insurance podcast. It inspires and interests me. Thanks Heath🧡

    Apple Podcasts
    5
    Michelle@William
    United States3 years ago

Listeners Say

Key themes from listener reviews, highlighting what works and what could be improved about the show.

Engaging host with deep industry connections and practical insights.
Guests bring diverse expertise, enriching the conversations with actionable takeaways.
High-quality production and consistently valuable content for agents and managers.

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Talking Points

Recent interactions between the hosts and their guests.

How Is AI Transforming Insurance with Data Accuracy and Efficiency
Q: What does a typical Canopy Connect use case look like for a brand-new user without a demo, and how simple is it to start?
A brand-new user can embed Canopy Connect into their existing workflow with no disruption to their current process; it's designed to slot into what they already do, speeding up data capture and enabling a quicker path from lead to quote while preserving the advisor's role.
How do I know if I am burned out or just stressed out?
Q: What practical steps can a listener take right away to address burnout?
Create intentional downtime, schedule 'CEO' or personal time blocks, disconnect from devices for a period, and engage in activities that are enjoyable rather than productive to rekindle creativity and reduce sympathetic activation.
How do I know if I am burned out or just stressed out?
Q: How can someone tell if they're just stressed or actually burned out?
If you can recover with a short rest and sleep, it's likely stress; if you can't remember the past few months clearly, feel chronically overwhelmed, and still show symptoms after extended rest, burnout is likely present.
Are You Truly Connecting with Your Clients or Just Talking at Them?
Q: What are you most excited to talk about at ABU Vegas?
A preview of using AI and data-driven dashboards to improve financial decisions and to demonstrate visibility that can change how an entire agency operates.
Choose Africa - Re-Visit
Q: What do you do to bring a Cradle employee up to speed for the insurance space and train them quickly?
Cradle emphasizes thorough recruitment with assessments and then relies on clients' onboarding and training to bring new hires up to speed. A solid onboarding plan, daily standups, and meeting multiple team members for a couple of weeks helps new hires understand the ICP and company culture, so they can perform effectively from day one.

Audience Metrics

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Frequently Asked Questions About Insurance Town

What is Insurance Town about and what kind of topics does it cover?

Listener conversations center on practical insurance industry insights, leadership, and the evolving role of technology in practice management. Across episodes, topics swing from cybersecurity and data protection for agencies to marketing, AI-driven strategies, agency growth, and personal development for leaders in the field. Notable is the host's emphasis on real-world lessons, vendor vetting, servant leadership, and actionable takeaways that agents and agency owners can apply to improve client service, operations, and profitability. The show often features practitioners, tech experts, and agency leaders, creating a performance-ready mix for listeners seeking pragmatic guidance and inspiration in the insurance space.

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How many listeners does Insurance Town get?

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What are the audience demographics for Insurance Town?

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How many subscribers and views does Insurance Town have?

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How many episodes of Insurance Town are there?

Insurance Town launched 6 years ago and published 329 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

How do I contact Insurance Town?

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What guests have appeared on Insurance Town?

Recent guests on Insurance Town include:

1. Casey Armstrong
2. Emma Roloff
3. Jay Wolfberg
4. Tyler Brown
5. Kevin Deutsch
6. Chelsea Bell Carpenter
7. Jason Peacock
8. Monica Adwani

To view more recent guests and their details, simply upgrade your Rephonic account. You'll also get access to a typical guest profile to help you decide if the show is worth pitching.

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